Water → HCID 1133155, compound

HRID 1388996Notes

Reaction equation

HRID 1388996 reaction equation
[OH-].[Na+].O.[CH3:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[NH:12][CH2:13][C:14]1[N:18]([CH3:19])[C:17]([SH:20])=[N:16][N:15]=1.[CH3:21]I>ClCCl>[CH3:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([CH3:4])[C:6]=1[NH:12][CH2:13][C:14]1[N:18]([CH3:19])[C:17]([S:20][CH3:21])=[N:16][N:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178424798HCID 178424798, compound

Product 1

HCID 1133155HCID 1133155, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 1.7 g (0.0419 mol) sodium hydroxide is 125 ml water was added in one portion, 10.4 g (0.0419 mol), 3-(2,6-dimethylphenylaminomethyl)-4-methyl-5-mercapto-1,2,4-triazole. After a homogeneous solution was obtained, 6.2 g (0.044 mol) methyl iodide was added dropwise. The reaction mixture was then diluted with 50 ml dichloromethane and vigorously stirred for 0.5 hour. The reaction mixture was diluted with another 100 ml dichloromethane and the organic layer was separated, dried over magnesium sulfate, filtered and evaporated under reduced pressure to give a solid residue. The solid was triturated with ethyl ether to give the product as a colorless solid. The product is tabulated in Table I as Compound No. 14-A.

Workup

  1. customAfter a homogeneous solution was obtained
  2. customthe organic layer was separated
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customto give a solid residue
  7. customThe solid was triturated with ethyl ether

Sources & evidence

ORD record
ord-7be45c98b8bb487e9d5b8d19b33708f6
Source dataset
uspto-grants-1981_01
Patent number
US04243408

Reaction notes

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